We have two big Lettuce announcements for you today: We’ve secured $28 million in funding led by existing investor Zeev Ventures, and we’ve acquired the benefits access startup Besolo.
We believe that the future of work is solo. Nearly 50% of the U.S. workforce is expected to freelance by 2027. Today, 5.6 million solos earn more than $100K, nearly double since 2020.
Yet, despite the explosive growth in this segment of the workforce, solo businesses remain largely underserved when it comes to tax, retirement, and healthcare benefits.
Lettuce’s mission is to change that—and today marks two major leaps forward in that journey. Together, these moves will help us expand our suite of offerings, level the playing field, and continue to equip solo business owners with the same confidence, resources, and tools normally afforded only to large corporations.
What do these announcements mean for you? What will they help you accomplish? Here’s what you need to know.
We’ll use this funding to accelerate the expansion of Lettuce’s AI-powered solo operating system. Put simply, we’re powering up our platform to do even more for solopreneurs.
Lettuce already offers businesses-of-one a single, intelligent platform that acts as their dedicated finance expert. And, because Lettuce’s AI is trained to understand the nuances and complexities of the U.S. tax system, it’s a reliable financial partner you know you can trust—without having to retain an accountant.
From delivering money-saving tax strategies to simplifying your payroll, expense management, banking, invoicing, and more, Lettuce takes the headaches and guesswork out of managing your finances. No cobbling together clunky spreadsheets or improvising with tools intended for big teams.
None of that is changing—rather, we’re doubling down on our mission and support of solopreneurs. With this funding, we’ll grow and improve our offerings even further—new features, smarter strategies, powerful automations, and next-level intelligence—all to help you handle your solo business’s core functions accurately, efficiently, and confidently.
That includes expanding our retirement offerings with comprehensive guidance on Solo 401(k) and SEP IRA options, which are among the largest tax-saving opportunities for solo business owners. We’re also rolling out major upgrades to LettuceHead AI, our real-time knowledge base and tax hub, including a new voice interface so you can manage operations conversationally.
With our acquisition of Besolo, we’re adding quality healthcare choices to our suite of tools. Because health coverage is often tied to traditional employment, it’s one of the biggest barriers for independent workers.
Healthcare shouldn’t be a luxury for solo business owners. Yet, for millions, it is. Options can be expensive, inadequate, or completely inaccessible. Research shows that self-employed workers are significantly less likely to have health insurance than those who work in traditional full-time jobs. Alarmingly, in 2022, 42% of freelancers reported that they didn’t have health insurance.
Besolo offers solos unparalleled access to core benefits like health, life, dental, and vision. Now, by bringing Besolo into the Lettuce family, we’re making it possible for solo business owners to get the kind of quality healthcare access traditional employees enjoy—with none of the red tape.
Even better, Besolo’s founders are joining Lettuce to lead our healthcare initiative, maintaining the same human touch and guidance that made their platform stand out. The result? Businesses-of-one can access healthcare options that are clear, affordable, and built for the future of independent work.
We’re building toward a world where independence doesn’t mean going it alone—and where solos can get the same advantages big businesses have always had.
As our founder and CEO, Ran Harpaz, says, “Our integrated technology stack gives businesses-of-one the same level of benefits awarded to companies with many employees, so solopreneurs can focus on growth strategy rather than administrative complexity."
And because we believe in helping solos learn, grow, and connect, we’re also hosting our second Solo Summit on November 6, a free, all-day virtual event with expert-led sessions on growth, planning, and personalized guidance. Over 3,000 solopreneurs are expected to attend. Register here.
These announcements mark more than just growth for Lettuce. They mark progress for the entire solo economy. After all, the future of work is solo—and Lettuce is here to make sure it’s a future that works for you.